Bromination at C-5 of pyrimidine and C-8 of purine nucleosides with 1,3-dibromo-5,5-dimethylhydantoin

被引：24
作者：
Rayala, Ramanjaneyulu [1 ]
Wnuk, Stanislaw F. [1 ]
机构：
[1] Florida Int Univ, Dept Chem & Biochem, Miami, FL 33199 USA
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 26期
关键词：
Bromination; 1,3-Dibromo-5,5-dimethylhydantoin; Lewis acids; Purines; Pyrimidines; Nucleosides; ACID RELATED-COMPOUNDS; FRIEND-ERYTHROLEUKEMIA; AROMATIC BROMINATION; POTENTIAL INDUCERS; DERIVATIVES; EFFICIENT; DIFFERENTIATION; HALOGENATION; INHIBITION; DISULFIDES;
D O I：
10.1016/j.tetlet.2012.04.081
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of the protected and unprotected nucleosides with 1,3-dibromo-5,5-dimethylhydantoin in aprotic solvents such as CH2Cl2, CH3CN, or DMF effected smooth bromination of uridine and cytidine derivatives at C-5 of pyrimidine rings as well as adenosine and guanosine derivatives at C-8 of purine rings. Addition of Lewis acids such as trimethylsilyl trifluoromethanesulfonate enhanced the efficiency of bromination. (C) 2012 Elsevier Ltd. All rights reserved.
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收藏
页码：3333 / 3336
页数：4
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